Tag: Anal Play

We’ve had plenty of time and lots of opportunity and make plans to have sex frequently, but we’ve both been more focused on cuddling and sleeping. We’ve been making up for it immensely with makeout sessions like we’re new lovers and tons of beautiful snuggling.

But today, I was pretty desperate. So, when we had a chance to take a nap, I quickly whipped off my pants and stuck my ass out for him to touch. And of course, one thing led to another.

I was wet. Like drenched. Soaking. Absolutely wet.

It started on our sides and then we both started liking how it was feeling when he would get deeper. So, up on his knees he went and slowly I was pushed forward until I was basically on my stomach. The position was awkward, but allowed him to perfectly shove his fingers in my mouth, deeply pound my pussy and since I was so wet, easily slide a single finger in my ass.

He’s really gotten into this lately. Quite possibly because it really does make me cum so fast. I absolutely hate that it works so well – and for me, it’s not necessarily the finger in there as much as it is the finger around there – but it’s almost like a trick to speed up my orgasm. After the last time we had unsuccessful anal sex, he told me I would have to tell him when I wanted it.

As he adjusted, I flipped over entirely on my stomach and he quickly penetrated me. I clenched all my muscles, partially because I was playing with my clit and partially because it feels so good when he’s coming at me from behind. The ridge of the head of his cock tugs so wonderfully in this position. It also usually results in some kind of anal play – normally just cock rubbing around that area. But, I kinda figured that I could clench tight enough to make the transition from vaginal sex to anal sex pretty easily.

It’s never worked so well before!

He thrust into my pussy once more, pulled back just enough and literally popped into my ass. Not knowing he had done it entirely (as I said, things were ridiculously wet), he pushed forward again as he began to cum and I literally jumped up and pushed him off, digging my nails into his chest and curling my legs up underneath me. He continued to cum as he sat there seriously confused about what exactly had just happened. At first he thought I was cumming and then he realized what happened and immediately felt bad. It was entirely a ruined orgasm for him. I felt terrible!

The sensation was one of the most intense things I’ve ever felt. The only time I’ve ever experienced anything like it was when I was young and fell on a bicycle seat. I had to fight back tears and it immediately made me feel hot all over my body. It took forever for me to be able to move, my whole body just frozen. He sat and waited patiently for me and then we laid down for our nap.

I couldn’t resist finishing up my orgasm, since I was so close prior to the whole accidental anal incident. It took a really long time to get there and even though The Boyfriend managed to stay awake during the whole thing, I had to completely block him out to get there. Once I was done, he fell asleep in seconds. It took me another hour of tossing and turning.

I spent two days afterwards sore all over, especially in my anal region. And I don’t know if was necessarily the sex or the kids being home or the news at the time or the stuff going on with my family right now, but I spent those two days in the worst kind of funk. Terrible sleeps, terrible dreams, terrible days. Just right down and out.